Trimethylsilyl Halide-Promoted Michaelis-Arbuzov Rearrangement

We describe a new, straightforward, and easy-to-handle method for achieving an unprecedented trimethylsilyl halide-catalyzed Michaelis−Arbuzov-like rearrangement. This rearrangement occurs at temperatures from room temperature to 80 °C and does not require addition of any alkyl halide. The scope and...

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Bibliographic Details
Published in:Organic letters 2003-05, Vol.5 (10), p.1661-1664
Main Authors: Renard, Pierre-Yves, Vayron, Philippe, Mioskowski, Charles
Format: Article
Language:English
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Summary:We describe a new, straightforward, and easy-to-handle method for achieving an unprecedented trimethylsilyl halide-catalyzed Michaelis−Arbuzov-like rearrangement. This rearrangement occurs at temperatures from room temperature to 80 °C and does not require addition of any alkyl halide. The scope and limitations of this new reaction are explored, as well as its mechanism.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0342913